Light-sensitive materials and process of making them



Patented A r. 29, 1930 UNITED STATES PATENT OFFICE MAXIMILIAN IPAU 'L SCHMIDT AND WILHELM KRIEGER, WIESBADEN-BIEBEICH,

' GERMANY, ASSIGNORS TO KALLE &

BIEBRICH, GERMANY I 00., AKTIENGESELLSCHAFT, OF WIESBADEN- LIGHT-SENSITIVE MATERIALS AND PROCESS OF MAKING THEM.

1V0 Drawing. Application filed diazo-types i. e. in the art producing pic-" tures'by means of diazo compounds, have proved to be particularly suitable for the said purpose. I

Our invention is based on the surprising discovery that for instance an aqueous solution of methyl cellulose, which in general has a very great tendency to coagulate, when mixed-with, for example, a slightly acidified solution of diazotized p-aminodiphenylamin and 1.8-aminonaphthol-3.G-disulfonic acid remains quite clear.' For instance by pouring such an alkyl cellulose solution admixed with a light-sensitive substance upon glass or any other smooth surface, clear films are obtained which can easily be drawn off. The said solutions can also be applied in even layers upon paper, fabrics and similar materials which There may also be added to the solutions some softening agents and coloring matters.

Instead of alkylcellulose there may in our new process also be used another cellulose-ester or ether, such as nitro-cellulose, acetyl cellulose, or the like, so far as they are soluble in such organic solvents or mixed .solvents as will permit at the same time to incorporate into the solution of the cellulose ester or the cellulose ether mixture the lightsensitive substances in question. The new process can be applied in the preparation of positive as well as negative diazot'ypes. In order to obtain positive-pictures, it is advisable to use the diazo compound in combination with an azo component. There are, for

instance, obtained materials suitable for the eparation of negative diazo types, by addthey firmly adhere to.

January 28, 1928, Serial No. 250,326, and in Germany February 22, 1926.

ing diazotized aminosalicylic acid to a solution of a cellulose ester. In this case, the development of the negative accelerated by subjecting the lm, before exposing it to light, for some time to the action of an alkali, preferably gaseous ammonia. In preparing negative pictures it is useful to subject them 'to an after-treatment with a suitable solvent in order to eliminate any undecomposed diazo compound.

The followlng examples serve to illustrate how the invention may-be carried out, but the invention is not confined to these examples; the parts are parts by weight.

50 parts of a purified aqueoussolution of methyl cellulose of 810% strength are mixed with 10 parts of a. weakly mineral acid light-sensitive solution containing 1.5 parts of p-phenyliminoquinonediazide sulfate and 1 part of resorcylic acid in 100 parts of water. By pouring the mixture on a suitable base, as paper and soon layers are obtained which can be dried at ordinary temperature or at an elevated temperature. It is advantageous, light-sensitive solution.

(2) 10 parts of celluloid waste are dissolved in 50 parts by volume of alcohol and 25 parts of etherand to this solution is added a solution of 0.4 part of boron fluoride of the diazo compound of -amino-l-monoethylamino-2-toluene, 0.2 part of resorcin and 0.1 part of tartaric acid in 25 parts by volume of alcohol. After having intimately mixed the mass, the mixture is spread on a suitable base whereupon, after evaporation of the solvent, a clear, feebly yellow film is obtained. The film is then exposed to light under a posiitive and then developed, preferably in an atmosphere of gaseous ammonia, thus yellowish brown positive pictures are obtained. A similar film is obtained by mixing acetyl cellulose in a suitable solvent to which alcohol and a softening agent such as lactic acid ester is added, with the above described diazo solution and spreading the mixture on a'base.

If a solution of 0.4 part of the diazo compound of the boron fluoride of 4-amino-1-. monoethylamino-2-toluene,

sorcin, 0.1 part of-tartaric acid, if required plicture may be to add ametal salt to the 0.2 part of rewith 0.2 part of nickel chloride added thereto", in 25 parts by volume of alcohol is mixed with 75 parts by volume of a cellon lacquer and if .the mixture is then spread, for instance on glass, firml' -ad hering clear, light-sensitive layers are 0 tained, which, after exposure to light and development, also yield yellowishbrown ositive copies.

We c aim:

1. The process ,ofpreparing light-Sensitive materials, which consists in incorporating a stable'dlazo compound into a solution of a cellulose derivative the "hydrogen atom of at least one hydroxyl group of which is substituted. v

2. The process of preparing light-sensitive materials, which consists in incorporatin -a stable diazo compound into a solution 0 a cellulose derivative the hydrogen atom of at least one hydroxyl group ofwhichis substi tuted, and spreading the solution so obtained.

on a suitable base.

3. The process of preparing,light-sensitive materials, which consists in lncorporating into a solution of a cellulose derivative the hydrogen atom of at least one hydroxyl group of which is substituted, a-stablediazo compound incapable of coupling per se with an azo dyestuif component in a neutral or acid solution. V

4. The process of preparing light-sensitive materials, which consists in incorporating into a solution of a cellulose derivative the hydrogen atom of at least one hydroxyl group of which is substituted, a stable diazo compound incapable .of coupling per se with an azo-dyestufi component in a neutral or acidsolution and spreading the solution so obtained on a suitable base.

5. The process of preparing light-sensitive materials, which consists in incorporating into a solution ofa cellulose'derivative the hydrogen atom of at least one hydroxyl group of I which is substituted, a stable diazo compound incapable of coupling per se with an azo-dyestufl componentin a neutral or acid .together with an azo-dyestuflz' component and 8 reading the solution so obtained on a suita le base.

7. A light-sensitive product consisting of cellulose derivative the hydrogen atom of at least one hydroxyl group of which is substituted, having incorporated into it a stable diazo compound incapable of coupling per'se with an azo-dyestuff component in a neutral or acid solution.

8. A light-sensitive product-consisting of cellulose derivative the hydrogen atom of at least one hydroxyl group of whichis'su'bstituted, having incorporated intouta stable diazo compoundincapable of coupling per se with amazo dj'estufi' component in a neutral oracid solution, together with an azo-dyestuif component.

9. The process of preparing light-sensitive materials, which consists in incorporating a stable diazo compound into a solution of an alkylcellulose.

10. The process ofpreparing light-sensitive materials, which consists in incorporating a stable diazo compound into a solution of an alkylcellulose and spreading the solution so obtained on a suitable base.

.11. The process of preparinglight-sensitive materials, which consists in incorporating into a solution of an alkylcellulose a stable diazo compound incapable of coupling per sewith an azo-dyestufi component in a neutral or acid solution.

12. The process of preparing light-sensitive materials, which consists in incorporating into a solution of an alkylcellulose a stable diazo compound incapable of coupling per se tv'ithan azo-dyestufi component in a neutral or acid solution and spreading the solution so obtained on a suitable base.

13. The process. of preparing light-sensitive materials,. which consists in. incorporating into a solution of an alkylcellulose a stable diazo compound incapable of coupling per se with an azo-dyestufi component in a neutral or acid solution, together with an azo-dyestufi component.

14. The process of preparing light-sensitive materials, which consists in incorporating into a solution of an alkylcellulose a stable diazo compound incapable of coupling per se with an azo-dyestuif component in a neutral or. acid solution, together with an azo-dyestufi component and spreading the solution so obtained on a suitable base.

15. A light-sensitive product consisting of an alkylcellulose having incor orated into it a stable diazo compound incapable of coupling. per se with an azo-dyestuflf component in a neutral or acid solution.

16. A light-sensitive product consisting of an alkylcellulose having incorporated into it a 'stable diazo compound incapable of coupling per se with an azo-dyestufi' component in a neutral or acid solution together with an azo-dyestuff component.

17. 'The process of preparing light-sensitive materials, which consists in incorporating a stable diazo compound into a solution of water soluble methylcellulo'se.

18. The process of preparing light-sensitive materials,which consists in incorporating a stable diazo compound into a solution of water soluble methylcellulose and spreading the solution so obtained on a. suitable base.

Y tures.

19. The process of preparing light-sensitive materials, which consists in incorporating into a solution of water soluble moth lcellulose a stable diazo compound incapable of coupling per se with an azo-dyestufi component in a neutral or acid solution.

20. The process of preparing light-sensltive materials, which consists in inco orating into a solution of water'soluble met gylcellulose a stable diazo compound inca able of coupling per so with an azo-dyestu component in a neutral or acid solution and spreading the solution so obtained on a suitable base.

21. The process of preparing light-sensitive materials, which consists in incorporating into a solution of water soluble met lose a stable diazo compound incapable of coupling per se with an azo-dyestufi' component in a neutral or acid solution, together with an azo-dyestufi component.

22. The process of preparing light-sensitive materials, which consists in incorporating into a solution of water soluble methyloellulose a stable diazo compound incapable of per se-with an azo-dyestufi com-.

couplin ponent in a neutral or acid solution, together with an azo-dyestufi component and spreading the solution so obtained on a suitable base.

23. A light-sensitive product consisting of water soluble methylcellulose, having incorporated into it a. stable diazo compound incapable of coupling .per so with an azo-dyestufi component in a neutral or'acid solution.

24. A light sensitive product consisting of water soluble methylcellulose, having in corporated into it a stablediazo compound incapable ofcoupling per se with an a'zo-dyestufi component in a neutral or acid solution, together with an azo-dyestufi component.

In testimony whereof, we aflix our signa- YM'AXIMILIAN PAUL SCHMIDT.

WILHELM KRIEGER. V

ylcellu- 

